 
data_dym 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H28 Cl Dy N4 O2' 
_chemical_formula_weight          650.49 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Dy'  'Dy'  -0.1892   4.4098 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    C222(1) 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 '-x, y, -z+1/2' 
 'x, -y, -z' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, -y+1/2, z+1/2' 
 '-x+1/2, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.7031(5) 
_cell_length_b                    17.1806(9) 
_cell_length_c                    16.9926(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2540.8(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     6202 
_cell_measurement_theta_min       3.375 
_cell_measurement_theta_max       27.515 
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.10 
_exptl_crystal_size_mid           0.06 
_exptl_crystal_size_min           0.04 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.701 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1292 
_exptl_absorpt_coefficient_mu     3.079 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.7482 
_exptl_absorpt_correction_T_max   0.8867 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       150(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   ? 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             7078 
_diffrn_reflns_av_R_equivalents   0.0612 
_diffrn_reflns_av_sigmaI/netI     0.0756 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -21 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.37 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              2805 
_reflns_number_gt                 2465 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0102P)²+1.6667P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.00 
_refine_ls_number_reflns          2805 
_refine_ls_number_parameters      164 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0478 
_refine_ls_R_factor_gt            0.0383 
_refine_ls_wR_factor_ref          0.0686 
_refine_ls_wR_factor_gt           0.0653 
_refine_ls_goodness_of_fit_ref    1.042 
_refine_ls_restrained_S_all       1.042 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Dy1 Dy 0.5000 0.007389(16) 0.2500 0.01543(9) Uani 1 2 d S . . 
Cl1 Cl 0.5000 -0.14871(9) 0.2500 0.0325(4) Uani 1 2 d S . . 
O1 O 0.5971(4) 0.0355(2) 0.1361(2) 0.0211(9) Uani 1 1 d . . . 
N1 N 0.6622(5) 0.1309(3) 0.2763(3) 0.0180(11) Uani 1 1 d . . . 
N2 N 0.7549(5) -0.0186(3) 0.3229(3) 0.0216(11) Uani 1 1 d . . . 
C1 C 0.8280(7) -0.0869(4) 0.3284(4) 0.0283(15) Uani 1 1 d . . . 
H1 H 0.7820 -0.1311 0.3045 0.034 Uiso 1 1 calc R . . 
C2 C 0.9663(7) -0.0970(4) 0.3669(4) 0.0302(18) Uani 1 1 d . . . 
H2 H 1.0159 -0.1463 0.3676 0.036 Uiso 1 1 calc R . . 
C3 C 1.0307(7) -0.0332(4) 0.4043(4) 0.0315(18) Uani 1 1 d . . . 
H3 H 1.1245 -0.0380 0.4325 0.038 Uiso 1 1 calc R . . 
C4 C 0.9564(6) 0.0364(4) 0.3998(4) 0.0261(15) Uani 1 1 d . . . 
H4 H 0.9999 0.0810 0.4244 0.031 Uiso 1 1 calc R . . 
C5 C 0.8176(6) 0.0432(3) 0.3598(3) 0.0186(12) Uani 1 1 d . . . 
C6 C 0.7344(8) 0.1198(4) 0.3562(5) 0.0194(17) Uani 1 1 d . . . 
H6A H 0.8075 0.1627 0.3666 0.023 Uiso 1 1 calc R . . 
H6B H 0.6537 0.1212 0.3972 0.023 Uiso 1 1 calc R . . 
C7 C 0.5657(6) 0.2026(3) 0.2806(3) 0.0194(13) Uani 1 1 d . . . 
H7A H 0.6317 0.2488 0.2718 0.023 Uiso 1 1 calc R . . 
H7B H 0.5211 0.2069 0.3341 0.023 Uiso 1 1 calc R . . 
C8 C 0.7896(6) 0.1398(4) 0.2189(3) 0.0200(13) Uani 1 1 d . . . 
H8A H 0.8540 0.0923 0.2212 0.024 Uiso 1 1 calc R . . 
H8B H 0.8545 0.1840 0.2359 0.024 Uiso 1 1 calc R . . 
C9 C 0.7436(8) 0.1530(4) 0.1351(5) 0.0204(16) Uani 1 1 d . . . 
C10 C 0.7987(7) 0.2163(4) 0.0918(4) 0.0246(14) Uani 1 1 d . . . 
H10 H 0.8607 0.2543 0.1173 0.030 Uiso 1 1 calc R . . 
C11 C 0.7652(7) 0.2248(4) 0.0132(4) 0.0296(15) Uani 1 1 d . . . 
H11 H 0.8052 0.2678 -0.0153 0.036 Uiso 1 1 calc R . . 
C12 C 0.6740(7) 0.1712(4) -0.0240(4) 0.0273(15) Uani 1 1 d . . . 
H12 H 0.6491 0.1779 -0.0780 0.033 Uiso 1 1 calc R . . 
C13 C 0.6177(6) 0.1073(3) 0.0166(3) 0.0216(14) Uani 1 1 d . . . 
H13 H 0.5556 0.0704 -0.0103 0.026 Uiso 1 1 calc R . . 
C14 C 0.6506(6) 0.0961(3) 0.0958(4) 0.0214(13) Uani 1 1 d . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Dy1 O1 2.166(4) . ? 
Dy1 O1 2.166(4) 3_655 ? 
Dy1 N2 2.579(4) 3_655 ? 
Dy1 N2 2.579(4) . ? 
Dy1 N1 2.587(5) . ? 
Dy1 N1 2.587(5) 3_655 ? 
Dy1 Cl1 2.6818(16) . ? 
O1 C14 1.331(7) . ? 
N1 C8 1.484(6) . ? 
N1 C7 1.493(7) . ? 
N1 C6 1.508(8) . ? 
N2 C1 1.338(7) . ? 
N2 C5 1.349(7) . ? 
C1 C2 1.381(8) . ? 
C1 H1 0.9500 . ? 
C2 C3 1.386(8) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.362(8) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.391(7) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.503(9) . ? 
C6 H6A 0.9900 . ? 
C6 H6B 0.9900 . ? 
C7 C7 1.547(10) 3_655 ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C9 1.497(9) . ? 
C8 H8A 0.9900 . ? 
C8 H8B 0.9900 . ? 
C9 C10 1.398(10) . ? 
C9 C14 1.435(9) . ? 
C10 C11 1.375(9) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.371(9) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.386(9) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.390(8) . ? 
C13 H13 0.9500 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Dy1 O1 154.3(2) . 3_655 ? 
O1 Dy1 N2 86.85(14) . 3_655 ? 
O1 Dy1 N2 97.59(14) 3_655 3_655 ? 
O1 Dy1 N2 97.59(14) . . ? 
O1 Dy1 N2 86.85(14) 3_655 . ? 
N2 Dy1 N2 160.0(2) 3_655 . ? 
O1 Dy1 N1 76.05(14) . . ? 
O1 Dy1 N1 82.87(14) 3_655 . ? 
N2 Dy1 N1 133.96(15) 3_655 . ? 
N2 Dy1 N1 65.80(15) . . ? 
O1 Dy1 N1 82.87(14) . 3_655 ? 
O1 Dy1 N1 76.05(14) 3_655 3_655 ? 
N2 Dy1 N1 65.80(15) 3_655 3_655 ? 
N2 Dy1 N1 133.96(15) . 3_655 ? 
N1 Dy1 N1 69.8(2) . 3_655 ? 
O1 Dy1 Cl1 102.86(11) . . ? 
O1 Dy1 Cl1 102.86(11) 3_655 . ? 
N2 Dy1 Cl1 80.02(11) 3_655 . ? 
N2 Dy1 Cl1 80.02(11) . . ? 
N1 Dy1 Cl1 145.10(10) . . ? 
N1 Dy1 Cl1 145.10(10) 3_655 . ? 
C14 O1 Dy1 140.4(4) . . ? 
C8 N1 C7 111.6(4) . . ? 
C8 N1 C6 107.0(4) . . ? 
C7 N1 C6 107.1(4) . . ? 
C8 N1 Dy1 112.2(3) . . ? 
C7 N1 Dy1 112.3(3) . . ? 
C6 N1 Dy1 106.2(4) . . ? 
C1 N2 C5 117.7(5) . . ? 
C1 N2 Dy1 126.5(4) . . ? 
C5 N2 Dy1 115.8(4) . . ? 
N2 C1 C2 123.9(6) . . ? 
N2 C1 H1 118.0 . . ? 
C2 C1 H1 118.0 . . ? 
C1 C2 C3 118.1(6) . . ? 
C1 C2 H2 121.0 . . ? 
C3 C2 H2 121.0 . . ? 
C4 C3 C2 118.5(5) . . ? 
C4 C3 H3 120.7 . . ? 
C2 C3 H3 120.7 . . ? 
C3 C4 C5 120.9(6) . . ? 
C3 C4 H4 119.6 . . ? 
C5 C4 H4 119.6 . . ? 
N2 C5 C4 120.8(6) . . ? 
N2 C5 C6 118.4(5) . . ? 
C4 C5 C6 120.8(5) . . ? 
C5 C6 N1 110.4(5) . . ? 
C5 C6 H6A 109.6 . . ? 
N1 C6 H6A 109.6 . . ? 
C5 C6 H6B 109.6 . . ? 
N1 C6 H6B 109.6 . . ? 
H6A C6 H6B 108.1 . . ? 
N1 C7 C7 112.5(3) . 3_655 ? 
N1 C7 H7A 109.1 . . ? 
C7 C7 H7A 109.1 3_655 . ? 
N1 C7 H7B 109.1 . . ? 
C7 C7 H7B 109.1 3_655 . ? 
H7A C7 H7B 107.8 . . ? 
N1 C8 C9 116.1(5) . . ? 
N1 C8 H8A 108.3 . . ? 
C9 C8 H8A 108.3 . . ? 
N1 C8 H8B 108.3 . . ? 
C9 C8 H8B 108.3 . . ? 
H8A C8 H8B 107.4 . . ? 
C10 C9 C14 118.6(7) . . ? 
C10 C9 C8 121.8(6) . . ? 
C14 C9 C8 119.4(6) . . ? 
C11 C10 C9 121.4(6) . . ? 
C11 C10 H10 119.3 . . ? 
C9 C10 H10 119.3 . . ? 
C12 C11 C10 120.0(6) . . ? 
C12 C11 H11 120.0 . . ? 
C10 C11 H11 120.0 . . ? 
C11 C12 C13 120.5(6) . . ? 
C11 C12 H12 119.8 . . ? 
C13 C12 H12 119.8 . . ? 
C12 C13 C14 121.3(6) . . ? 
C12 C13 H13 119.4 . . ? 
C14 C13 H13 119.4 . . ? 
O1 C14 C13 122.3(5) . . ? 
O1 C14 C9 119.4(6) . . ? 
C13 C14 C9 118.2(6) . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 Dy1 O1 C14 10.4(5) 3_655 . . . ? 
N2 Dy1 O1 C14 111.4(6) 3_655 . . . ? 
N2 Dy1 O1 C14 -88.2(6) . . . . ? 
N1 Dy1 O1 C14 -25.5(6) . . . . ? 
N1 Dy1 O1 C14 45.4(6) 3_655 . . . ? 
Cl1 Dy1 O1 C14 -169.6(5) . . . . ? 
O1 Dy1 N1 C8 -25.7(3) . . . . ? 
O1 Dy1 N1 C8 169.2(3) 3_655 . . . ? 
N2 Dy1 N1 C8 -97.1(4) 3_655 . . . ? 
N2 Dy1 N1 C8 79.4(3) . . . . ? 
N1 Dy1 N1 C8 -113.1(4) 3_655 . . . ? 
Cl1 Dy1 N1 C8 66.9(4) . . . . ? 
O1 Dy1 N1 C7 101.0(3) . . . . ? 
O1 Dy1 N1 C7 -64.2(3) 3_655 . . . ? 
N2 Dy1 N1 C7 29.5(4) 3_655 . . . ? 
N2 Dy1 N1 C7 -153.9(4) . . . . ? 
N1 Dy1 N1 C7 13.5(2) 3_655 . . . ? 
Cl1 Dy1 N1 C7 -166.5(2) . . . . ? 
O1 Dy1 N1 C6 -142.3(4) . . . . ? 
O1 Dy1 N1 C6 52.6(4) 3_655 . . . ? 
N2 Dy1 N1 C6 146.3(3) 3_655 . . . ? 
N2 Dy1 N1 C6 -37.2(3) . . . . ? 
N1 Dy1 N1 C6 130.3(4) 3_655 . . . ? 
Cl1 Dy1 N1 C6 -49.7(4) . . . . ? 
O1 Dy1 N2 C1 -89.6(5) . . . . ? 
O1 Dy1 N2 C1 115.9(5) 3_655 . . . ? 
N2 Dy1 N2 C1 12.2(5) 3_655 . . . ? 
N1 Dy1 N2 C1 -160.5(5) . . . . ? 
N1 Dy1 N2 C1 -177.0(5) 3_655 . . . ? 
Cl1 Dy1 N2 C1 12.2(5) . . . . ? 
O1 Dy1 N2 C5 91.6(4) . . . . ? 
O1 Dy1 N2 C5 -63.0(4) 3_655 . . . ? 
N2 Dy1 N2 C5 -166.6(4) 3_655 . . . ? 
N1 Dy1 N2 C5 20.6(4) . . . . ? 
N1 Dy1 N2 C5 4.2(5) 3_655 . . . ? 
Cl1 Dy1 N2 C5 -166.6(4) . . . . ? 
C5 N2 C1 C2 -2.7(10) . . . . ? 
Dy1 N2 C1 C2 178.5(5) . . . . ? 
N2 C1 C2 C3 2.4(10) . . . . ? 
C1 C2 C3 C4 -1.5(10) . . . . ? 
C2 C3 C4 C5 1.1(9) . . . . ? 
C1 N2 C5 C4 2.1(8) . . . . ? 
Dy1 N2 C5 C4 -178.9(4) . . . . ? 
C1 N2 C5 C6 -178.2(6) . . . . ? 
Dy1 N2 C5 C6 0.8(7) . . . . ? 
C3 C4 C5 N2 -1.5(9) . . . . ? 
C3 C4 C5 C6 178.8(6) . . . . ? 
N2 C5 C6 N1 -37.7(8) . . . . ? 
C4 C5 C6 N1 142.0(5) . . . . ? 
C8 N1 C6 C5 -67.3(6) . . . . ? 
C7 N1 C6 C5 172.9(5) . . . . ? 
Dy1 N1 C6 C5 52.7(5) . . . . ? 
C8 N1 C7 C7 88.0(6) . . . 3_655 ? 
C6 N1 C7 C7 -155.2(5) . . . 3_655 ? 
Dy1 N1 C7 C7 -39.0(6) . . . 3_655 ? 
C7 N1 C8 C9 -62.1(7) . . . . ? 
C6 N1 C8 C9 -178.9(6) . . . . ? 
Dy1 N1 C8 C9 64.9(6) . . . . ? 
N1 C8 C9 C10 126.1(6) . . . . ? 
N1 C8 C9 C14 -59.1(8) . . . . ? 
C14 C9 C10 C11 0.2(9) . . . . ? 
C8 C9 C10 C11 175.0(6) . . . . ? 
C9 C10 C11 C12 1.0(10) . . . . ? 
C10 C11 C12 C13 -1.5(9) . . . . ? 
C11 C12 C13 C14 0.7(9) . . . . ? 
Dy1 O1 C14 C13 -138.6(5) . . . . ? 
Dy1 O1 C14 C9 40.4(8) . . . . ? 
C12 C13 C14 O1 179.6(6) . . . . ? 
C12 C13 C14 C9 0.6(9) . . . . ? 
C10 C9 C14 O1 180.0(5) . . . . ? 
C8 C9 C14 O1 5.1(9) . . . . ? 
C10 C9 C14 C13 -1.0(9) . . . . ? 
C8 C9 C14 C13 -175.9(5) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.978 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.978 
_refine_diff_density_max    1.058 
_refine_diff_density_min   -1.421 
_refine_diff_density_rms    0.144 
 
data_dym 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H28 Br Dy N4 O2' 
_chemical_formula_weight          694.95 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Br'  'Br'  -0.2901   2.4595 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Dy'  'Dy'  -0.1892   4.4098 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    C222(1) 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 '-x, y, -z+1/2' 
 'x, -y, -z' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, -y+1/2, z+1/2' 
 '-x+1/2, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.7136(6) 
_cell_length_b                    17.3862(13) 
_cell_length_c                    17.0830(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2588.0(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     5049 
_cell_measurement_theta_min       3.345 
_cell_measurement_theta_max       27.53 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.23 
_exptl_crystal_size_mid           0.14 
_exptl_crystal_size_min           0.13 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.784 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1364 
_exptl_absorpt_coefficient_mu     4.464 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.4319 
_exptl_absorpt_correction_T_max   0.5882 
_exptl_absorpt_process_details    '(ABSCOR; Higashi, 1995)' 
 
_diffrn_ambient_temperature       150(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Rigaku R-AXIS SPIDE IP' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             5202 
_diffrn_reflns_av_R_equivalents   0.0327 
_diffrn_reflns_av_sigmaI/netI     0.0458 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -22 
_diffrn_reflns_limit_k_max        19 
_diffrn_reflns_limit_l_min        -22 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.34 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              2480 
_reflns_number_gt                 2358 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'PROCESS-AUTO (Rigaku, 1998)' 
_computing_cell_refinement        'PROCESS-AUTO (Rigaku, 1998)' 
_computing_data_reduction         'PROCESS-AUTO (Rigaku, 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0261P)²+5.8657P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.00 
_refine_ls_number_reflns          2480 
_refine_ls_number_parameters      164 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0289 
_refine_ls_R_factor_gt            0.0253 
_refine_ls_wR_factor_ref          0.0675 
_refine_ls_wR_factor_gt           0.0617 
_refine_ls_goodness_of_fit_ref    1.099 
_refine_ls_restrained_S_all       1.099 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Dy1 Dy 0.5000 0.009766(14) 0.2500 0.01481(9) Uani 1 2 d S . . 
Br1 Br 0.5000 -0.15424(3) 0.2500 0.02811(15) Uani 1 2 d S . . 
O1 O 0.5954(4) 0.03586(19) 0.13615(18) 0.0196(7) Uani 1 1 d . . . 
N1 N 0.6610(4) 0.1315(3) 0.2761(2) 0.0161(8) Uani 1 1 d . . . 
N2 N 0.7577(4) -0.0155(3) 0.3216(2) 0.0214(8) Uani 1 1 d . . . 
C1 C 0.8323(6) -0.0834(3) 0.3268(3) 0.0296(12) Uani 1 1 d . . . 
H1 H 0.7880 -0.1272 0.3024 0.036 Uiso 1 1 calc R . . 
C2 C 0.9706(5) -0.0922(3) 0.3661(3) 0.0302(14) Uani 1 1 d . . . 
H2 H 1.0212 -0.1406 0.3668 0.036 Uiso 1 1 calc R . . 
C3 C 1.0334(5) -0.0297(3) 0.4039(3) 0.0283(13) Uani 1 1 d . . . 
H3 H 1.1275 -0.0344 0.4316 0.034 Uiso 1 1 calc R . . 
C4 C 0.9571(5) 0.0398(3) 0.4007(3) 0.0233(11) Uani 1 1 d . . . 
H4 H 0.9974 0.0835 0.4270 0.028 Uiso 1 1 calc R . . 
C5 C 0.8200(5) 0.0452(3) 0.3586(2) 0.0180(9) Uani 1 1 d . . . 
C6 C 0.7337(6) 0.1204(4) 0.3542(3) 0.0202(12) Uani 1 1 d . . . 
H6A H 0.6534 0.1212 0.3952 0.024 Uiso 1 1 calc R . . 
H6B H 0.8054 0.1634 0.3646 0.024 Uiso 1 1 calc R . . 
C7 C 0.5650(5) 0.2026(3) 0.2795(3) 0.0191(9) Uani 1 1 d . . . 
H7A H 0.6312 0.2479 0.2699 0.023 Uiso 1 1 calc R . . 
H7B H 0.5214 0.2077 0.3328 0.023 Uiso 1 1 calc R . . 
C8 C 0.7887(5) 0.1404(3) 0.2177(3) 0.0199(10) Uani 1 1 d . . . 
H8A H 0.8524 0.1849 0.2336 0.024 Uiso 1 1 calc R . . 
H8B H 0.8545 0.0940 0.2204 0.024 Uiso 1 1 calc R . . 
C9 C 0.7409(6) 0.1518(3) 0.1347(3) 0.0178(11) Uani 1 1 d . . . 
C10 C 0.7938(6) 0.2150(3) 0.0920(3) 0.0244(10) Uani 1 1 d . . . 
H10 H 0.8532 0.2532 0.1178 0.029 Uiso 1 1 calc R . . 
C11 C 0.7617(6) 0.2236(4) 0.0126(3) 0.0312(12) Uani 1 1 d . . . 
H11 H 0.8022 0.2660 -0.0156 0.037 Uiso 1 1 calc R . . 
C12 C 0.6709(6) 0.1700(3) -0.0247(3) 0.0286(11) Uani 1 1 d . . . 
H12 H 0.6464 0.1765 -0.0785 0.034 Uiso 1 1 calc R . . 
C13 C 0.6144(6) 0.1061(3) 0.0162(3) 0.0241(11) Uani 1 1 d . . . 
H13 H 0.5530 0.0693 -0.0103 0.029 Uiso 1 1 calc R . . 
C14 C 0.6478(5) 0.0960(3) 0.0959(3) 0.0198(10) Uani 1 1 d . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Dy1 O1 2.163(3) 3_655 ? 
Dy1 O1 2.163(3) . ? 
Dy1 N1 2.578(4) . ? 
Dy1 N1 2.578(4) 3_655 ? 
Dy1 N2 2.594(4) . ? 
Dy1 N2 2.594(4) 3_655 ? 
Dy1 Br1 2.8515(6) . ? 
O1 C14 1.332(6) . ? 
N1 C6 1.491(6) . ? 
N1 C7 1.495(6) . ? 
N1 C8 1.501(5) . ? 
N2 C5 1.345(7) . ? 
N2 C1 1.351(7) . ? 
C1 C2 1.388(7) . ? 
C1 H1 0.9500 . ? 
C2 C3 1.377(8) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.380(8) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.398(6) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.509(8) . ? 
C6 H6A 0.9900 . ? 
C6 H6B 0.9900 . ? 
C7 C7 1.516(9) 3_655 ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C9 1.491(7) . ? 
C8 H8A 0.9900 . ? 
C8 H8B 0.9900 . ? 
C9 C10 1.398(8) . ? 
C9 C14 1.427(7) . ? 
C10 C11 1.391(7) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.378(8) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.402(7) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.404(6) . ? 
C13 H13 0.9500 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Dy1 O1 155.79(18) 3_655 . ? 
O1 Dy1 N1 83.20(12) 3_655 . ? 
O1 Dy1 N1 76.94(11) . . ? 
O1 Dy1 N1 76.94(11) 3_655 3_655 ? 
O1 Dy1 N1 83.20(12) . 3_655 ? 
N1 Dy1 N1 69.65(16) . 3_655 ? 
O1 Dy1 N2 86.82(13) 3_655 . ? 
O1 Dy1 N2 97.27(13) . . ? 
N1 Dy1 N2 65.57(13) . . ? 
N1 Dy1 N2 133.75(13) 3_655 . ? 
O1 Dy1 N2 97.27(13) 3_655 3_655 ? 
O1 Dy1 N2 86.82(13) . 3_655 ? 
N1 Dy1 N2 133.75(13) . 3_655 ? 
N1 Dy1 N2 65.57(13) 3_655 3_655 ? 
N2 Dy1 N2 160.5(2) . 3_655 ? 
O1 Dy1 Br1 102.11(9) 3_655 . ? 
O1 Dy1 Br1 102.11(9) . . ? 
N1 Dy1 Br1 145.18(8) . . ? 
N1 Dy1 Br1 145.18(8) 3_655 . ? 
N2 Dy1 Br1 80.26(10) . . ? 
N2 Dy1 Br1 80.26(10) 3_655 . ? 
C14 O1 Dy1 139.5(3) . . ? 
C6 N1 C7 108.1(4) . . ? 
C6 N1 C8 107.0(3) . . ? 
C7 N1 C8 110.8(4) . . ? 
C6 N1 Dy1 106.2(3) . . ? 
C7 N1 Dy1 112.4(2) . . ? 
C8 N1 Dy1 111.9(3) . . ? 
C5 N2 C1 117.4(4) . . ? 
C5 N2 Dy1 116.0(3) . . ? 
C1 N2 Dy1 126.6(3) . . ? 
N2 C1 C2 123.1(5) . . ? 
N2 C1 H1 118.4 . . ? 
C2 C1 H1 118.4 . . ? 
C3 C2 C1 119.0(5) . . ? 
C3 C2 H2 120.5 . . ? 
C1 C2 H2 120.5 . . ? 
C2 C3 C4 118.7(4) . . ? 
C2 C3 H3 120.6 . . ? 
C4 C3 H3 120.6 . . ? 
C3 C4 C5 119.4(5) . . ? 
C3 C4 H4 120.3 . . ? 
C5 C4 H4 120.3 . . ? 
N2 C5 C4 122.2(5) . . ? 
N2 C5 C6 117.1(4) . . ? 
C4 C5 C6 120.7(5) . . ? 
N1 C6 C5 111.6(4) . . ? 
N1 C6 H6A 109.3 . . ? 
C5 C6 H6A 109.3 . . ? 
N1 C6 H6B 109.3 . . ? 
C5 C6 H6B 109.3 . . ? 
H6A C6 H6B 108.0 . . ? 
N1 C7 C7 113.1(3) . 3_655 ? 
N1 C7 H7A 109.0 . . ? 
C7 C7 H7A 109.0 3_655 . ? 
N1 C7 H7B 109.0 . . ? 
C7 C7 H7B 109.0 3_655 . ? 
H7A C7 H7B 107.8 . . ? 
C9 C8 N1 116.0(4) . . ? 
C9 C8 H8A 108.3 . . ? 
N1 C8 H8A 108.3 . . ? 
C9 C8 H8B 108.3 . . ? 
N1 C8 H8B 108.3 . . ? 
H8A C8 H8B 107.4 . . ? 
C10 C9 C14 118.6(5) . . ? 
C10 C9 C8 120.6(5) . . ? 
C14 C9 C8 120.7(5) . . ? 
C11 C10 C9 121.8(5) . . ? 
C11 C10 H10 119.1 . . ? 
C9 C10 H10 119.1 . . ? 
C12 C11 C10 119.6(5) . . ? 
C12 C11 H11 120.2 . . ? 
C10 C11 H11 120.2 . . ? 
C11 C12 C13 120.4(5) . . ? 
C11 C12 H12 119.8 . . ? 
C13 C12 H12 119.8 . . ? 
C12 C13 C14 120.7(5) . . ? 
C12 C13 H13 119.7 . . ? 
C14 C13 H13 119.7 . . ? 
O1 C14 C13 121.8(5) . . ? 
O1 C14 C9 119.2(4) . . ? 
C13 C14 C9 118.9(5) . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 Dy1 O1 C14 10.0(4) 3_655 . . . ? 
N1 Dy1 O1 C14 -25.7(4) . . . . ? 
N1 Dy1 O1 C14 44.9(4) 3_655 . . . ? 
N2 Dy1 O1 C14 -88.5(5) . . . . ? 
N2 Dy1 O1 C14 110.6(5) 3_655 . . . ? 
Br1 Dy1 O1 C14 -170.0(4) . . . . ? 
O1 Dy1 N1 C6 52.4(3) 3_655 . . . ? 
O1 Dy1 N1 C6 -141.6(3) . . . . ? 
N1 Dy1 N1 C6 130.9(3) 3_655 . . . ? 
N2 Dy1 N1 C6 -37.2(3) . . . . ? 
N2 Dy1 N1 C6 146.0(3) 3_655 . . . ? 
Br1 Dy1 N1 C6 -49.1(3) . . . . ? 
O1 Dy1 N1 C7 -65.6(3) 3_655 . . . ? 
O1 Dy1 N1 C7 100.4(3) . . . . ? 
N1 Dy1 N1 C7 12.9(2) 3_655 . . . ? 
N2 Dy1 N1 C7 -155.2(3) . . . . ? 
N2 Dy1 N1 C7 28.0(3) 3_655 . . . ? 
Br1 Dy1 N1 C7 -167.1(2) . . . . ? 
O1 Dy1 N1 C8 168.9(3) 3_655 . . . ? 
O1 Dy1 N1 C8 -25.1(3) . . . . ? 
N1 Dy1 N1 C8 -112.6(3) 3_655 . . . ? 
N2 Dy1 N1 C8 79.3(3) . . . . ? 
N2 Dy1 N1 C8 -97.5(3) 3_655 . . . ? 
Br1 Dy1 N1 C8 67.4(3) . . . . ? 
O1 Dy1 N2 C5 -63.0(3) 3_655 . . . ? 
O1 Dy1 N2 C5 93.1(3) . . . . ? 
N1 Dy1 N2 C5 21.0(3) . . . . ? 
N1 Dy1 N2 C5 5.5(4) 3_655 . . . ? 
N2 Dy1 N2 C5 -165.8(3) 3_655 . . . ? 
Br1 Dy1 N2 C5 -165.8(3) . . . . ? 
O1 Dy1 N2 C1 115.2(4) 3_655 . . . ? 
O1 Dy1 N2 C1 -88.7(4) . . . . ? 
N1 Dy1 N2 C1 -160.8(5) . . . . ? 
N1 Dy1 N2 C1 -176.3(4) 3_655 . . . ? 
N2 Dy1 N2 C1 12.4(4) 3_655 . . . ? 
Br1 Dy1 N2 C1 12.4(4) . . . . ? 
C5 N2 C1 C2 -2.1(8) . . . . ? 
Dy1 N2 C1 C2 179.8(4) . . . . ? 
N2 C1 C2 C3 2.2(8) . . . . ? 
C1 C2 C3 C4 -0.6(7) . . . . ? 
C2 C3 C4 C5 -0.9(7) . . . . ? 
C1 N2 C5 C4 0.4(7) . . . . ? 
Dy1 N2 C5 C4 178.8(3) . . . . ? 
C1 N2 C5 C6 -178.4(5) . . . . ? 
Dy1 N2 C5 C6 0.0(5) . . . . ? 
C3 C4 C5 N2 1.0(7) . . . . ? 
C3 C4 C5 C6 179.8(4) . . . . ? 
C7 N1 C6 C5 174.1(4) . . . . ? 
C8 N1 C6 C5 -66.5(5) . . . . ? 
Dy1 N1 C6 C5 53.3(4) . . . . ? 
N2 C5 C6 N1 -37.3(6) . . . . ? 
C4 C5 C6 N1 143.8(4) . . . . ? 
C6 N1 C7 C7 -154.8(4) . . . 3_655 ? 
C8 N1 C7 C7 88.2(5) . . . 3_655 ? 
Dy1 N1 C7 C7 -37.9(5) . . . 3_655 ? 
C6 N1 C8 C9 179.6(5) . . . . ? 
C7 N1 C8 C9 -62.8(6) . . . . ? 
Dy1 N1 C8 C9 63.6(5) . . . . ? 
N1 C8 C9 C10 125.5(5) . . . . ? 
N1 C8 C9 C14 -58.3(7) . . . . ? 
C14 C9 C10 C11 -1.9(8) . . . . ? 
C8 C9 C10 C11 174.4(5) . . . . ? 
C9 C10 C11 C12 2.4(8) . . . . ? 
C10 C11 C12 C13 -1.8(8) . . . . ? 
C11 C12 C13 C14 0.8(8) . . . . ? 
Dy1 O1 C14 C13 -139.2(4) . . . . ? 
Dy1 O1 C14 C9 41.0(7) . . . . ? 
C12 C13 C14 O1 179.9(4) . . . . ? 
C12 C13 C14 C9 -0.3(7) . . . . ? 
C10 C9 C14 O1 -179.4(4) . . . . ? 
C8 C9 C14 O1 4.3(7) . . . . ? 
C10 C9 C14 C13 0.8(7) . . . . ? 
C8 C9 C14 C13 -175.5(5) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.989 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.989 
_refine_diff_density_max    1.561 
_refine_diff_density_min   -1.012 
_refine_diff_density_rms    0.133 
 
data_a 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H28 Cl N4 O2 Y' 
_chemical_formula_weight          576.90 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0311   0.0180 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cl'  'Cl'   0.3639   0.7018 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Y'  'Y'  -0.2670   2.0244 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    C222(1) 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 '-x, y, -z+1/2' 
 'x, -y, -z' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, -y+1/2, z+1/2' 
 '-x+1/2, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.6871(4) 
_cell_length_b                    17.1521(6) 
_cell_length_c                    17.0046(6) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2533.72(17) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     1925 
_cell_measurement_theta_min       5.6800 
_cell_measurement_theta_max       60.9670 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.12 
_exptl_crystal_size_mid           0.08 
_exptl_crystal_size_min           0.07 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.512 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1184 
_exptl_absorpt_coefficient_mu     4.480 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.90306 
_exptl_absorpt_correction_T_max   1.00000 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       150(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur, Sapphire3, Gemini ultra' 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             2839 
_diffrn_reflns_av_R_equivalents   0.0273 
_diffrn_reflns_av_sigmaI/netI     0.0425 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        5 
_diffrn_reflns_limit_k_min        -17 
_diffrn_reflns_limit_k_max        19 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          5.16 
_diffrn_reflns_theta_max          60.99 
_reflns_number_total              1697 
_reflns_number_gt                 1638 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 

_chemical_absolute_configuration R 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0392P)²+1.8784P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.00 
_refine_ls_number_reflns          1697 
_refine_ls_number_parameters      164 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0319 
_refine_ls_R_factor_gt            0.0305 
_refine_ls_wR_factor_ref          0.0765 
_refine_ls_wR_factor_gt           0.0754 
_refine_ls_goodness_of_fit_ref    1.070 
_refine_ls_restrained_S_all       1.070 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Y1 Y 0.5000 0.00801(2) 0.2500 0.01982(16) Uani 1 2 d S . . 
Cl1 Cl 0.5000 -0.14699(7) 0.2500 0.0383(3) Uani 1 2 d S . . 
O1 O 0.5970(3) 0.03578(16) 0.13661(16) 0.0257(6) Uani 1 1 d . . . 
N1 N 0.6615(4) 0.13123(18) 0.27697(19) 0.0221(8) Uani 1 1 d . . . 
N2 N 0.7534(4) -0.0177(2) 0.3225(2) 0.0269(8) Uani 1 1 d . . . 
C1 C 0.8275(6) -0.0866(3) 0.3272(3) 0.0352(11) Uani 1 1 d . . . 
H1 H 0.7825 -0.1307 0.3023 0.042 Uiso 1 1 calc R . . 
C2 C 0.9651(5) -0.0966(3) 0.3664(3) 0.0382(13) Uani 1 1 d . . . 
H2 H 1.0141 -0.1461 0.3676 0.046 Uiso 1 1 calc R . . 
C3 C 1.0301(5) -0.0336(3) 0.4037(3) 0.0338(13) Uani 1 1 d . . . 
H3 H 1.1246 -0.0388 0.4313 0.041 Uiso 1 1 calc R . . 
C4 C 0.9559(5) 0.0373(3) 0.4003(2) 0.0282(12) Uani 1 1 d . . . 
H4 H 0.9989 0.0817 0.4256 0.034 Uiso 1 1 calc R . . 
C5 C 0.8177(5) 0.0435(2) 0.3596(2) 0.0226(9) Uani 1 1 d . . . 
C6 C 0.7327(5) 0.1199(3) 0.3552(3) 0.0237(10) Uani 1 1 d . . . 
H6A H 0.6516 0.1210 0.3961 0.028 Uiso 1 1 calc R . . 
H6B H 0.8051 0.1632 0.3658 0.028 Uiso 1 1 calc R . . 
C7 C 0.5650(5) 0.2030(2) 0.2803(2) 0.0239(9) Uani 1 1 d . . . 
H7A H 0.6314 0.2490 0.2711 0.029 Uiso 1 1 calc R . . 
H7B H 0.5201 0.2079 0.3335 0.029 Uiso 1 1 calc R . . 
C8 C 0.7900(5) 0.1405(3) 0.2187(3) 0.0264(9) Uani 1 1 d . . . 
H8A H 0.8540 0.1853 0.2353 0.032 Uiso 1 1 calc R . . 
H8B H 0.8556 0.0934 0.2214 0.032 Uiso 1 1 calc R . . 
C9 C 0.7443(5) 0.1528(3) 0.1350(3) 0.0238(10) Uani 1 1 d . . . 
C10 C 0.8006(5) 0.2164(3) 0.0929(3) 0.0301(10) Uani 1 1 d . . . 
H10 H 0.8628 0.2541 0.1187 0.036 Uiso 1 1 calc R . . 
C11 C 0.7668(6) 0.2252(3) 0.0140(3) 0.0371(12) Uani 1 1 d . . . 
H11 H 0.8062 0.2687 -0.0141 0.045 Uiso 1 1 calc R . . 
C12 C 0.6761(6) 0.1712(3) -0.0241(3) 0.0350(11) Uani 1 1 d . . . 
H12 H 0.6526 0.1779 -0.0782 0.042 Uiso 1 1 calc R . . 
C13 C 0.6189(5) 0.1073(3) 0.0161(2) 0.0286(10) Uani 1 1 d . . . 
H13 H 0.5571 0.0703 -0.0109 0.034 Uiso 1 1 calc R . . 
C14 C 0.6510(5) 0.0964(2) 0.0966(3) 0.0241(9) Uani 1 1 d . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Y1 O1 2.158(3) . ? 
Y1 O1 2.158(3) 3_655 ? 
Y1 N2 2.561(3) 3_655 ? 
Y1 N2 2.561(3) . ? 
Y1 N1 2.578(3) . ? 
Y1 N1 2.578(3) 3_655 ? 
Y1 Cl1 2.6586(12) . ? 
O1 C14 1.328(5) . ? 
N1 C6 1.480(6) . ? 
N1 C7 1.490(5) . ? 
N1 C8 1.501(5) . ? 
N2 C5 1.345(5) . ? 
N2 C1 1.349(6) . ? 
C1 C2 1.380(7) . ? 
C1 H1 0.9500 . ? 
C2 C3 1.374(7) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.378(7) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.390(6) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.506(7) . ? 
C6 H6A 0.9900 . ? 
C6 H6B 0.9900 . ? 
C7 C7 1.528(8) 3_655 ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C9 1.492(7) . ? 
C8 H8A 0.9900 . ? 
C8 H8B 0.9900 . ? 
C9 C10 1.394(7) . ? 
C9 C14 1.421(7) . ? 
C10 C11 1.382(7) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.377(7) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.384(6) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.408(6) . ? 
C13 H13 0.9500 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Y1 O1 154.49(15) . 3_655 ? 
O1 Y1 N2 86.76(11) . 3_655 ? 
O1 Y1 N2 97.61(11) 3_655 3_655 ? 
O1 Y1 N2 97.61(11) . . ? 
O1 Y1 N2 86.76(11) 3_655 . ? 
N2 Y1 N2 160.21(15) 3_655 . ? 
O1 Y1 N1 76.43(10) . . ? 
O1 Y1 N1 82.68(11) 3_655 . ? 
N2 Y1 N1 133.97(11) 3_655 . ? 
N2 Y1 N1 65.64(11) . . ? 
O1 Y1 N1 82.68(11) . 3_655 ? 
O1 Y1 N1 76.43(10) 3_655 3_655 ? 
N2 Y1 N1 65.64(11) 3_655 3_655 ? 
N2 Y1 N1 133.97(11) . 3_655 ? 
N1 Y1 N1 69.85(15) . 3_655 ? 
O1 Y1 Cl1 102.76(7) . . ? 
O1 Y1 Cl1 102.76(7) 3_655 . ? 
N2 Y1 Cl1 80.10(8) 3_655 . ? 
N2 Y1 Cl1 80.10(8) . . ? 
N1 Y1 Cl1 145.07(7) . . ? 
N1 Y1 Cl1 145.07(7) 3_655 . ? 
C14 O1 Y1 140.3(2) . . ? 
C6 N1 C7 108.1(3) . . ? 
C6 N1 C8 107.2(3) . . ? 
C7 N1 C8 110.8(3) . . ? 
C6 N1 Y1 106.2(2) . . ? 
C7 N1 Y1 112.2(2) . . ? 
C8 N1 Y1 112.0(2) . . ? 
C5 N2 C1 117.2(4) . . ? 
C5 N2 Y1 116.7(3) . . ? 
C1 N2 Y1 126.1(3) . . ? 
N2 C1 C2 123.4(4) . . ? 
N2 C1 H1 118.3 . . ? 
C2 C1 H1 118.3 . . ? 
C3 C2 C1 118.8(4) . . ? 
C3 C2 H2 120.6 . . ? 
C1 C2 H2 120.6 . . ? 
C2 C3 C4 118.9(4) . . ? 
C2 C3 H3 120.6 . . ? 
C4 C3 H3 120.6 . . ? 
C3 C4 C5 119.5(4) . . ? 
C3 C4 H4 120.3 . . ? 
C5 C4 H4 120.3 . . ? 
N2 C5 C4 122.2(4) . . ? 
N2 C5 C6 116.8(4) . . ? 
C4 C5 C6 121.0(4) . . ? 
N1 C6 C5 111.4(4) . . ? 
N1 C6 H6A 109.4 . . ? 
C5 C6 H6A 109.4 . . ? 
N1 C6 H6B 109.4 . . ? 
C5 C6 H6B 109.4 . . ? 
H6A C6 H6B 108.0 . . ? 
N1 C7 C7 113.0(3) . 3_655 ? 
N1 C7 H7A 109.0 . . ? 
C7 C7 H7A 109.0 3_655 . ? 
N1 C7 H7B 109.0 . . ? 
C7 C7 H7B 109.0 3_655 . ? 
H7A C7 H7B 107.8 . . ? 
C9 C8 N1 116.5(4) . . ? 
C9 C8 H8A 108.2 . . ? 
N1 C8 H8A 108.2 . . ? 
C9 C8 H8B 108.2 . . ? 
N1 C8 H8B 108.2 . . ? 
H8A C8 H8B 107.3 . . ? 
C10 C9 C14 119.7(4) . . ? 
C10 C9 C8 120.5(4) . . ? 
C14 C9 C8 119.6(4) . . ? 
C11 C10 C9 120.7(5) . . ? 
C11 C10 H10 119.7 . . ? 
C9 C10 H10 119.7 . . ? 
C12 C11 C10 120.3(4) . . ? 
C12 C11 H11 119.9 . . ? 
C10 C11 H11 119.9 . . ? 
C11 C12 C13 120.3(4) . . ? 
C11 C12 H12 119.8 . . ? 
C13 C12 H12 119.8 . . ? 
C12 C13 C14 121.0(4) . . ? 
C12 C13 H13 119.5 . . ? 
C14 C13 H13 119.5 . . ? 
O1 C14 C13 122.1(4) . . ? 
O1 C14 C9 119.9(4) . . ? 
C13 C14 C9 118.0(4) . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 Y1 O1 C14 10.7(4) 3_655 . . . ? 
N2 Y1 O1 C14 111.6(4) 3_655 . . . ? 
N2 Y1 O1 C14 -87.8(4) . . . . ? 
N1 Y1 O1 C14 -25.2(4) . . . . ? 
N1 Y1 O1 C14 45.7(4) 3_655 . . . ? 
Cl1 Y1 O1 C14 -169.3(4) . . . . ? 
O1 Y1 N1 C6 -141.9(3) . . . . ? 
O1 Y1 N1 C6 52.8(3) 3_655 . . . ? 
N2 Y1 N1 C6 146.4(2) 3_655 . . . ? 
N2 Y1 N1 C6 -36.9(2) . . . . ? 
N1 Y1 N1 C6 131.0(3) 3_655 . . . ? 
Cl1 Y1 N1 C6 -49.0(3) . . . . ? 
O1 Y1 N1 C7 100.2(3) . . . . ? 
O1 Y1 N1 C7 -65.1(3) 3_655 . . . ? 
N2 Y1 N1 C7 28.5(3) 3_655 . . . ? 
N2 Y1 N1 C7 -154.8(3) . . . . ? 
N1 Y1 N1 C7 13.13(19) 3_655 . . . ? 
Cl1 Y1 N1 C7 -166.87(19) . . . . ? 
O1 Y1 N1 C8 -25.2(2) . . . . ? 
O1 Y1 N1 C8 169.6(3) 3_655 . . . ? 
N2 Y1 N1 C8 -96.9(3) 3_655 . . . ? 
N2 Y1 N1 C8 79.8(3) . . . . ? 
N1 Y1 N1 C8 -112.2(3) 3_655 . . . ? 
Cl1 Y1 N1 C8 67.8(3) . . . . ? 
O1 Y1 N2 C5 91.6(3) . . . . ? 
O1 Y1 N2 C5 -63.1(3) 3_655 . . . ? 
N2 Y1 N2 C5 -166.7(3) 3_655 . . . ? 
N1 Y1 N2 C5 20.3(3) . . . . ? 
N1 Y1 N2 C5 4.5(4) 3_655 . . . ? 
Cl1 Y1 N2 C5 -166.7(3) . . . . ? 
O1 Y1 N2 C1 -88.8(4) . . . . ? 
O1 Y1 N2 C1 116.5(4) 3_655 . . . ? 
N2 Y1 N2 C1 12.9(4) 3_655 . . . ? 
N1 Y1 N2 C1 -160.1(4) . . . . ? 
N1 Y1 N2 C1 -175.9(3) 3_655 . . . ? 
Cl1 Y1 N2 C1 12.9(4) . . . . ? 
C5 N2 C1 C2 -1.3(7) . . . . ? 
Y1 N2 C1 C2 179.1(4) . . . . ? 
N2 C1 C2 C3 0.9(8) . . . . ? 
C1 C2 C3 C4 -0.3(7) . . . . ? 
C2 C3 C4 C5 0.1(6) . . . . ? 
C1 N2 C5 C4 1.1(6) . . . . ? 
Y1 N2 C5 C4 -179.3(3) . . . . ? 
C1 N2 C5 C6 -178.9(4) . . . . ? 
Y1 N2 C5 C6 0.7(5) . . . . ? 
C3 C4 C5 N2 -0.5(6) . . . . ? 
C3 C4 C5 C6 179.5(4) . . . . ? 
C7 N1 C6 C5 173.5(3) . . . . ? 
C8 N1 C6 C5 -67.0(4) . . . . ? 
Y1 N1 C6 C5 52.9(4) . . . . ? 
N2 C5 C6 N1 -37.8(5) . . . . ? 
C4 C5 C6 N1 142.2(4) . . . . ? 
C6 N1 C7 C7 -155.0(4) . . . 3_655 ? 
C8 N1 C7 C7 87.8(4) . . . 3_655 ? 
Y1 N1 C7 C7 -38.2(5) . . . 3_655 ? 
C6 N1 C8 C9 180.0(4) . . . . ? 
C7 N1 C8 C9 -62.3(5) . . . . ? 
Y1 N1 C8 C9 63.8(4) . . . . ? 
N1 C8 C9 C10 126.3(4) . . . . ? 
N1 C8 C9 C14 -57.9(6) . . . . ? 
C14 C9 C10 C11 -0.1(7) . . . . ? 
C8 C9 C10 C11 175.7(4) . . . . ? 
C9 C10 C11 C12 0.3(7) . . . . ? 
C10 C11 C12 C13 -0.5(7) . . . . ? 
C11 C12 C13 C14 0.4(7) . . . . ? 
Y1 O1 C14 C13 -139.4(4) . . . . ? 
Y1 O1 C14 C9 40.5(6) . . . . ? 
C12 C13 C14 O1 179.7(4) . . . . ? 
C12 C13 C14 C9 -0.2(6) . . . . ? 
C10 C9 C14 O1 -179.9(4) . . . . ? 
C8 C9 C14 O1 4.3(6) . . . . ? 
C10 C9 C14 C13 0.0(6) . . . . ? 
C8 C9 C14 C13 -175.8(4) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.987 
_diffrn_reflns_theta_full              60.99 
_diffrn_measured_fraction_theta_full   0.987 
_refine_diff_density_max    0.245 
_refine_diff_density_min   -0.394 
_refine_diff_density_rms    0.061 
 
data_a 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H28 Br N4 O2 Y' 
_chemical_formula_weight          621.36 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0311   0.0180 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Br'  'Br'  -0.6763   1.2805 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Y'  'Y'  -0.2670   2.0244 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic  
_symmetry_space_group_name_H-M    C222(1) 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 '-x, y, -z+1/2' 
 'x, -y, -z' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, -y+1/2, z+1/2' 
 '-x+1/2, y+1/2, -z+1/2' 
 'x+1/2, -y+1/2, -z' 
 
_cell_length_a                    8.6882(4) 
_cell_length_b                    17.3517(9) 
_cell_length_c                    17.0584(8) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2571.6(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     150(2) 
_cell_measurement_reflns_used     1904 
_cell_measurement_theta_min       2.5710 
_cell_measurement_theta_max       60.7160 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.18 
_exptl_crystal_size_mid           0.15 
_exptl_crystal_size_min           0.07 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.605 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1256 
_exptl_absorpt_coefficient_mu     5.278 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.90669 
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       150(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur, Sapphire3, Gemini ultra'  
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             2879 
_diffrn_reflns_av_R_equivalents   0.0296 
_diffrn_reflns_av_sigmaI/netI     0.0450 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -19 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -12 
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          5.19 
_diffrn_reflns_theta_max          60.90 
_reflns_number_total              1749 
_reflns_number_gt                 1664 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_chemical_absolute_configuration R 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0362P)²+5.2160P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.00 
_refine_ls_number_reflns          1749 
_refine_ls_number_parameters      164 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0340 
_refine_ls_R_factor_gt            0.0317 
_refine_ls_wR_factor_ref          0.0802 
_refine_ls_wR_factor_gt           0.0775 
_refine_ls_goodness_of_fit_ref    1.027 
_refine_ls_restrained_S_all       1.027 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Y1 Y 0.5000 0.01055(3) 0.2500 0.01877(17) Uani 1 2 d S . . 
Br1 Br 0.5000 -0.15252(3) 0.2500 0.0346(2) Uani 1 2 d S . . 
O1 O 0.5955(4) 0.03660(19) 0.13665(19) 0.0255(7) Uani 1 1 d . . . 
N1 N 0.6604(4) 0.1317(2) 0.2764(2) 0.0211(9) Uani 1 1 d . . . 
N2 N 0.7568(5) -0.0151(2) 0.3213(2) 0.0256(9) Uani 1 1 d . . . 
C1 C 0.8328(6) -0.0831(3) 0.3261(3) 0.0351(13) Uani 1 1 d . . . 
H1 H 0.7892 -0.1268 0.3009 0.042 Uiso 1 1 calc R . . 
C2 C 0.9691(6) -0.0921(3) 0.3653(4) 0.0365(14) Uani 1 1 d . . . 
H2 H 1.0192 -0.1408 0.3662 0.044 Uiso 1 1 calc R . . 
C3 C 1.0324(6) -0.0300(3) 0.4032(3) 0.0344(14) Uani 1 1 d . . . 
H3 H 1.1269 -0.0348 0.4308 0.041 Uiso 1 1 calc R . . 
C4 C 0.9562(5) 0.0396(3) 0.4004(3) 0.0291(13) Uani 1 1 d . . . 
H4 H 0.9969 0.0834 0.4268 0.035 Uiso 1 1 calc R . . 
C5 C 0.8194(5) 0.0452(3) 0.3588(3) 0.0219(10) Uani 1 1 d . . . 
C6 C 0.7341(6) 0.1204(3) 0.3545(3) 0.0245(12) Uani 1 1 d . . . 
H6A H 0.6540 0.1216 0.3957 0.029 Uiso 1 1 calc R . . 
H6B H 0.8067 0.1632 0.3646 0.029 Uiso 1 1 calc R . . 
C7 C 0.5655(6) 0.2024(3) 0.2799(3) 0.0248(10) Uani 1 1 d . . . 
H7A H 0.6322 0.2478 0.2705 0.030 Uiso 1 1 calc R . . 
H7B H 0.5215 0.2075 0.3332 0.030 Uiso 1 1 calc R . . 
C8 C 0.7889(5) 0.1403(3) 0.2178(3) 0.0230(10) Uani 1 1 d . . . 
H8A H 0.8542 0.0937 0.2206 0.028 Uiso 1 1 calc R . . 
H8B H 0.8533 0.1846 0.2340 0.028 Uiso 1 1 calc R . . 
C9 C 0.7418(6) 0.1522(3) 0.1338(3) 0.0235(11) Uani 1 1 d . . . 
C10 C 0.7953(6) 0.2155(3) 0.0924(3) 0.0291(12) Uani 1 1 d . . . 
H10 H 0.8550 0.2534 0.1186 0.035 Uiso 1 1 calc R . . 
C11 C 0.7633(7) 0.2243(3) 0.0133(3) 0.0354(13) Uani 1 1 d . . . 
H11 H 0.8032 0.2671 -0.0149 0.043 Uiso 1 1 calc R . . 
C12 C 0.6725(7) 0.1701(3) -0.0239(3) 0.0347(12) Uani 1 1 d . . . 
H12 H 0.6483 0.1760 -0.0778 0.042 Uiso 1 1 calc R . . 
C13 C 0.6167(6) 0.1072(3) 0.0170(3) 0.0281(11) Uani 1 1 d . . . 
H13 H 0.5548 0.0703 -0.0095 0.034 Uiso 1 1 calc R . . 
C14 C 0.6493(5) 0.0967(3) 0.0962(3) 0.0231(11) Uani 1 1 d . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Y1 O1 2.152(3) 3_655 ? 
Y1 O1 2.152(3) . ? 
Y1 N1 2.562(4) . ? 
Y1 N1 2.562(4) 3_655 ? 
Y1 N2 2.580(4) 3_655 ? 
Y1 N2 2.580(4) . ? 
Y1 Br1 2.8296(7) . ? 
O1 C14 1.335(6) . ? 
N1 C7 1.481(6) . ? 
N1 C6 1.491(7) . ? 
N1 C8 1.505(6) . ? 
N2 C5 1.342(7) . ? 
N2 C1 1.354(7) . ? 
C1 C2 1.369(8) . ? 
C1 H1 0.9500 . ? 
C2 C3 1.373(8) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.378(8) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.387(7) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.501(7) . ? 
C6 H6A 0.9900 . ? 
C6 H6B 0.9900 . ? 
C7 C7 1.529(10) 3_655 ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C9 1.505(8) . ? 
C8 H8A 0.9900 . ? 
C8 H8B 0.9900 . ? 
C9 C10 1.386(8) . ? 
C9 C14 1.409(7) . ? 
C10 C11 1.385(8) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.382(8) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.383(8) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.391(7) . ? 
C13 H13 0.9500 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
O1 Y1 O1 155.75(18) 3_655 . ? 
O1 Y1 N1 83.09(12) 3_655 . ? 
O1 Y1 N1 77.04(12) . . ? 
O1 Y1 N1 77.04(12) 3_655 3_655 ? 
O1 Y1 N1 83.09(12) . 3_655 ? 
N1 Y1 N1 69.75(18) . 3_655 ? 
O1 Y1 N2 97.25(13) 3_655 3_655 ? 
O1 Y1 N2 86.92(13) . 3_655 ? 
N1 Y1 N2 134.02(13) . 3_655 ? 
N1 Y1 N2 65.67(12) 3_655 3_655 ? 
O1 Y1 N2 86.92(13) 3_655 . ? 
O1 Y1 N2 97.25(13) . . ? 
N1 Y1 N2 65.67(12) . . ? 
N1 Y1 N2 134.02(13) 3_655 . ? 
N2 Y1 N2 160.14(18) 3_655 . ? 
O1 Y1 Br1 102.13(9) 3_655 . ? 
O1 Y1 Br1 102.13(9) . . ? 
N1 Y1 Br1 145.12(9) . . ? 
N1 Y1 Br1 145.12(9) 3_655 . ? 
N2 Y1 Br1 80.07(9) 3_655 . ? 
N2 Y1 Br1 80.07(9) . . ? 
C14 O1 Y1 139.8(3) . . ? 
C7 N1 C6 108.2(4) . . ? 
C7 N1 C8 111.0(4) . . ? 
C6 N1 C8 106.7(4) . . ? 
C7 N1 Y1 112.6(3) . . ? 
C6 N1 Y1 106.4(3) . . ? 
C8 N1 Y1 111.6(3) . . ? 
C5 N2 C1 117.0(4) . . ? 
C5 N2 Y1 116.1(3) . . ? 
C1 N2 Y1 126.9(3) . . ? 
N2 C1 C2 123.4(5) . . ? 
N2 C1 H1 118.3 . . ? 
C2 C1 H1 118.3 . . ? 
C1 C2 C3 119.1(5) . . ? 
C1 C2 H2 120.4 . . ? 
C3 C2 H2 120.4 . . ? 
C2 C3 C4 118.7(4) . . ? 
C2 C3 H3 120.7 . . ? 
C4 C3 H3 120.7 . . ? 
C3 C4 C5 119.4(5) . . ? 
C3 C4 H4 120.3 . . ? 
C5 C4 H4 120.3 . . ? 
N2 C5 C4 122.4(5) . . ? 
N2 C5 C6 117.0(4) . . ? 
C4 C5 C6 120.6(5) . . ? 
N1 C6 C5 111.8(4) . . ? 
N1 C6 H6A 109.3 . . ? 
C5 C6 H6A 109.3 . . ? 
N1 C6 H6B 109.3 . . ? 
C5 C6 H6B 109.3 . . ? 
H6A C6 H6B 107.9 . . ? 
N1 C7 C7 112.8(3) . 3_655 ? 
N1 C7 H7A 109.0 . . ? 
C7 C7 H7A 109.0 3_655 . ? 
N1 C7 H7B 109.0 . . ? 
C7 C7 H7B 109.0 3_655 . ? 
H7A C7 H7B 107.8 . . ? 
N1 C8 C9 116.4(4) . . ? 
N1 C8 H8A 108.2 . . ? 
C9 C8 H8A 108.2 . . ? 
N1 C8 H8B 108.2 . . ? 
C9 C8 H8B 108.2 . . ? 
H8A C8 H8B 107.3 . . ? 
C10 C9 C14 120.0(5) . . ? 
C10 C9 C8 120.2(5) . . ? 
C14 C9 C8 119.7(4) . . ? 
C11 C10 C9 121.1(5) . . ? 
C11 C10 H10 119.4 . . ? 
C9 C10 H10 119.4 . . ? 
C12 C11 C10 119.1(5) . . ? 
C12 C11 H11 120.5 . . ? 
C10 C11 H11 120.5 . . ? 
C11 C12 C13 120.4(5) . . ? 
C11 C12 H12 119.8 . . ? 
C13 C12 H12 119.8 . . ? 
C12 C13 C14 121.4(5) . . ? 
C12 C13 H13 119.3 . . ? 
C14 C13 H13 119.3 . . ? 
O1 C14 C13 122.2(5) . . ? 
O1 C14 C9 119.9(5) . . ? 
C13 C14 C9 117.9(5) . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 Y1 O1 C14 10.5(4) 3_655 . . . ? 
N1 Y1 O1 C14 -25.2(4) . . . . ? 
N1 Y1 O1 C14 45.5(5) 3_655 . . . ? 
N2 Y1 O1 C14 111.4(5) 3_655 . . . ? 
N2 Y1 O1 C14 -88.2(5) . . . . ? 
Br1 Y1 O1 C14 -169.5(4) . . . . ? 
O1 Y1 N1 C7 -65.5(3) 3_655 . . . ? 
O1 Y1 N1 C7 100.5(3) . . . . ? 
N1 Y1 N1 C7 13.2(2) 3_655 . . . ? 
N2 Y1 N1 C7 27.9(4) 3_655 . . . ? 
N2 Y1 N1 C7 -155.3(3) . . . . ? 
Br1 Y1 N1 C7 -166.8(2) . . . . ? 
O1 Y1 N1 C6 52.8(3) 3_655 . . . ? 
O1 Y1 N1 C6 -141.2(3) . . . . ? 
N1 Y1 N1 C6 131.5(3) 3_655 . . . ? 
N2 Y1 N1 C6 146.2(3) 3_655 . . . ? 
N2 Y1 N1 C6 -36.9(3) . . . . ? 
Br1 Y1 N1 C6 -48.5(3) . . . . ? 
O1 Y1 N1 C8 168.9(3) 3_655 . . . ? 
O1 Y1 N1 C8 -25.1(3) . . . . ? 
N1 Y1 N1 C8 -112.4(3) 3_655 . . . ? 
N2 Y1 N1 C8 -97.7(3) 3_655 . . . ? 
N2 Y1 N1 C8 79.2(3) . . . . ? 
Br1 Y1 N1 C8 67.6(3) . . . . ? 
O1 Y1 N2 C5 -62.6(3) 3_655 . . . ? 
O1 Y1 N2 C5 93.4(3) . . . . ? 
N1 Y1 N2 C5 21.2(3) . . . . ? 
N1 Y1 N2 C5 6.0(4) 3_655 . . . ? 
N2 Y1 N2 C5 -165.5(3) 3_655 . . . ? 
Br1 Y1 N2 C5 -165.5(3) . . . . ? 
O1 Y1 N2 C1 115.9(5) 3_655 . . . ? 
O1 Y1 N2 C1 -88.1(5) . . . . ? 
N1 Y1 N2 C1 -160.3(5) . . . . ? 
N1 Y1 N2 C1 -175.5(4) 3_655 . . . ? 
N2 Y1 N2 C1 13.0(4) 3_655 . . . ? 
Br1 Y1 N2 C1 13.0(4) . . . . ? 
C5 N2 C1 C2 -1.4(8) . . . . ? 
Y1 N2 C1 C2 -179.9(4) . . . . ? 
N2 C1 C2 C3 1.2(9) . . . . ? 
C1 C2 C3 C4 0.0(8) . . . . ? 
C2 C3 C4 C5 -0.8(8) . . . . ? 
C1 N2 C5 C4 0.5(7) . . . . ? 
Y1 N2 C5 C4 179.2(3) . . . . ? 
C1 N2 C5 C6 -179.2(5) . . . . ? 
Y1 N2 C5 C6 -0.5(5) . . . . ? 
C3 C4 C5 N2 0.6(7) . . . . ? 
C3 C4 C5 C6 -179.7(5) . . . . ? 
C7 N1 C6 C5 173.9(4) . . . . ? 
C8 N1 C6 C5 -66.6(5) . . . . ? 
Y1 N1 C6 C5 52.7(4) . . . . ? 
N2 C5 C6 N1 -36.5(6) . . . . ? 
C4 C5 C6 N1 143.8(4) . . . . ? 
C6 N1 C7 C7 -155.3(5) . . . 3_655 ? 
C8 N1 C7 C7 88.0(5) . . . 3_655 ? 
Y1 N1 C7 C7 -38.0(6) . . . 3_655 ? 
C7 N1 C8 C9 -62.6(5) . . . . ? 
C6 N1 C8 C9 179.8(4) . . . . ? 
Y1 N1 C8 C9 63.9(5) . . . . ? 
N1 C8 C9 C10 124.9(5) . . . . ? 
N1 C8 C9 C14 -58.3(6) . . . . ? 
C14 C9 C10 C11 -1.9(8) . . . . ? 
C8 C9 C10 C11 174.9(5) . . . . ? 
C9 C10 C11 C12 2.0(8) . . . . ? 
C10 C11 C12 C13 -1.1(8) . . . . ? 
C11 C12 C13 C14 0.2(8) . . . . ? 
Y1 O1 C14 C13 -139.3(4) . . . . ? 
Y1 O1 C14 C9 40.5(7) . . . . ? 
C12 C13 C14 O1 179.5(5) . . . . ? 
C12 C13 C14 C9 -0.2(7) . . . . ? 
C10 C9 C14 O1 -178.7(5) . . . . ? 
C8 C9 C14 O1 4.5(7) . . . . ? 
C10 C9 C14 C13 1.0(7) . . . . ? 
C8 C9 C14 C13 -175.8(4) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.985 
_diffrn_reflns_theta_full              60.90 
_diffrn_measured_fraction_theta_full   0.984 
_refine_diff_density_max    0.813 
_refine_diff_density_min   -0.493 
_refine_diff_density_rms    0.069 
